Pd-Catalyzed Ortho-C HAcylation/Cross Coupling of Aryl Ketone O-Methyl Oximes with Aldehydes Using tert-Butyl Hydroperoxide as Oxidant
被引:214
作者:
Chan, Chun-Wo
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机构:Hong Kong Polytech Univ, State Key Lab Chirosci, Kowloon, Hong Kong, Peoples R China
Chan, Chun-Wo
Zhou, Zhongyuan
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机构:Hong Kong Polytech Univ, State Key Lab Chirosci, Kowloon, Hong Kong, Peoples R China
Zhou, Zhongyuan
Chan, Albert S. C.
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机构:Hong Kong Polytech Univ, State Key Lab Chirosci, Kowloon, Hong Kong, Peoples R China
Chan, Albert S. C.
Yu, Wing-Yiu
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机构:
Hong Kong Polytech Univ, State Key Lab Chirosci, Kowloon, Hong Kong, Peoples R ChinaHong Kong Polytech Univ, State Key Lab Chirosci, Kowloon, Hong Kong, Peoples R China
Yu, Wing-Yiu
[1
]
机构:
[1] Hong Kong Polytech Univ, State Key Lab Chirosci, Kowloon, Hong Kong, Peoples R China
H BOND FUNCTIONALIZATION;
ORTHO-ARYLATION;
ORGANIC-SYNTHESIS;
ACYL RADICALS;
DIRECT ACCESS;
SP(2);
COMPLEXES;
BROMIDES;
IODIDES;
ACIDS;
D O I:
10.1021/ol101618u
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
A Pd-catalyzed protocol for direct C-H bond acylation by cross coupling of aryl ketone oximes and aldehydes using fert-butyl hydroperoxide (TBHP) as oxidant was developed. With oximes as a directing group for the C-H activation, the coupling with aldehydes was achieved with remarkable regioselectivity. The acylation reactions exhibit excellent functional group tolerance, and both aliphatic and heteroaromatic aldehydes can be effectively coupled to the oximes.